A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Osprey condo rentals

Terrace/patio

1. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"I absolutely loved the location. It was quiet and views of the water"
United States
Felicia
The price is AED 658
AED 2,005 total
includes taxes & fees
30 Aug - 31 Aug
Turtle Nest
Front of property - evening/night

2. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,302 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is AED 553
AED 687 total
includes taxes & fees
1 Sep - 2 Sep
Captiva Beach Resort
Beachside One Bedroom Suite | Premium bedding, pillowtop beds, iron/ironing board (on request)

3. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (671 reviews)
"Lovely place on a family beach."
United States
Robert
The price is AED 677
AED 765 total
includes taxes & fees
31 Aug - 1 Sep
A Beach Retreat
Property grounds

4. Jetties Pointe Cottage #6 - 408 “Casey Key”

Jetties Pointe Cottage #6 - 408 “Casey Key”
Casey Key
10.0 out of 10, Exceptional, (16 reviews)
"Unique property, right on the beach . Great view from balcony Plan to visit again"
United States
Tonya
The price is AED 568
AED 1,426 total
includes taxes & fees
30 Aug - 31 Aug
Jetties Pointe Cottage #6 - 408 “Casey Key”
Beach nearby, beach umbrellas

5. Romantic Getaway Beach Club Siesta 202B by RVA

Romantic Getaway Beach Club Siesta 202B by RVA
South Village
8.8 out of 10, Excellent, (57 reviews)
"Peaceful getaway. Throughly enjoyed the stay. "
United States
Anonymous traveler
The price is AED 624
AED 1,321 total
includes taxes & fees
29 Aug - 30 Aug
Romantic Getaway Beach Club Siesta 202B by RVA
Beach nearby

6. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
The price is AED 591
AED 1,217 total
includes taxes & fees
26 Sep - 27 Sep
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
Sun loungers, beach towels

7. Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (12 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
Canalfront Siesta key entire King suite
Beach nearby, beach umbrellas

8. The Beach Club at Siesta Key #106A Resort by RVA

The Beach Club at Siesta Key #106A Resort by RVA
South Village
9.0 out of 10, Wonderful, (67 reviews)
"Our family had a blast - great beach and pools."
United States
Nicholas M.
The Beach Club at Siesta Key #106A Resort by RVA
Beach nearby

9. Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach

Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
Siesta Key
9.0 out of 10, Wonderful, (79 reviews)
"Nice place, great location,pool,and was nice having 2 grills on the property. "
United States
Nicholas H.
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
Beach nearby

10. 2BR Beach Style w Pool Beach Club Siesta 204C RVA

2BR Beach Style w Pool Beach Club Siesta 204C RVA
South Village
8.8 out of 10, Excellent, (80 reviews)
"Beautiful place"
United States
Chad
The price is AED 735
AED 1,751 total
includes taxes & fees
30 Aug - 31 Aug
2BR Beach Style w Pool Beach Club Siesta 204C RVA
Beach nearby

11. Siesta Key Condo: Beach, Pool & Village Fun!

Siesta Key Condo: Beach, Pool & Village Fun!
Siesta Key Village
9.2 out of 10, Wonderful, (16 reviews)
"Love the place. Perfect location. Close to village, close to beach. Highly suggest and will definitely be back in the future. Host was very friendly and accommodating."
United States
Jeffrey B.
Siesta Key Condo: Beach, Pool & Village Fun!
Beach nearby, beach umbrellas

12. Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA

Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
South Village
9.0 out of 10, Wonderful, (76 reviews)
"Great stay. As advertised and very clean!"
United States
Seth S.
The price is AED 639
AED 1,338 total
includes taxes & fees
29 Aug - 30 Aug
Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
Beach nearby, beach umbrellas

13. 1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach

1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach
South Village
8.8 out of 10, Excellent, (88 reviews)
"Clean and short easy walk to the beach. "
United States
Maureen S.
The price is AED 643
AED 1,343 total
includes taxes & fees
29 Aug - 30 Aug
1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach
Beach nearby, beach umbrellas

14. Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (90 reviews)
"It was a great experience, definitely would come back."
United States
Alicia
The price is AED 639
AED 1,338 total
includes taxes & fees
29 Aug - 30 Aug
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
On the beach, sun loungers, beach towels, snorkeling

15. Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout

Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
South Village
9.8 out of 10, Exceptional, (97 reviews)
"It was all great, really enjoyed our stay."
United States
Roger K.
Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout
Beach nearby, beach umbrellas

16. Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental

Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
South Village
8.8 out of 10, Excellent, (91 reviews)
"Great location and easy access to the beach."
United States
Erica B.
The price is AED 624
AED 1,321 total
includes taxes & fees
29 Aug - 30 Aug
Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
On the beach

17. Jetties Pointe Cottage #5 - 408 “Casey Key”

Jetties Pointe Cottage #5 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (33 reviews)
"Amazing view and beach access, really great stay."
United States
Evan T.
The price is AED 568
AED 1,426 total
includes taxes & fees
30 Aug - 31 Aug
Jetties Pointe Cottage #5 - 408 “Casey Key”
On the beach

18. Jetties Pointe Cottage #2 - 408 “Casey Key”

Jetties Pointe Cottage #2 - 408 “Casey Key”
Casey Key
9.4 out of 10, Exceptional, (13 reviews)
"Cute little beach cottage! It was perfect for my little family of 4. The location was great and the swings overlooking the beach were wonderful. "
United States
Kirstie C.
The price is AED 568
AED 1,426 total
includes taxes & fees
29 Aug - 30 Aug
Jetties Pointe Cottage #2 - 408 “Casey Key”
Beach nearby, beach umbrellas

19. 2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA

2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
South Village
9.2 out of 10, Wonderful, (75 reviews)
"Great short stay. Close walk to the beach! "
United States
Tera S.
The price is AED 691
AED 1,690 total
includes taxes & fees
29 Aug - 30 Aug
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
Beach nearby, beach umbrellas

20. Breathtaking Turquoise Gulf Water-The Beach Club at Siesta Key #104D by RVA

Breathtaking Turquoise Gulf Water-The Beach Club at Siesta Key #104D by RVA
South Village
9.0 out of 10, Wonderful, (85 reviews)
"Facilities were clean and well appointed. Close enough to walk to beach and several restaurants/shops. "
United States
Anonymous traveler
The price is AED 731
AED 1,743 total
includes taxes & fees
29 Aug - 30 Aug
Breathtaking Turquoise Gulf Water-The Beach Club at Siesta Key #104D by RVA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osprey Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Great spot, loved the pool. Was not a beach view"
Thomas 4-night trip
Posted 6 hours ago
Tropical Beach Resorts

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from AED 687 to AED 7,200 per night. These stays provide loads of space for your whole crew at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Osprey?
Choose from multiple condos in Osprey with a total average guest review rating of 9.4. Venice Beach Villas comes highly recommended if you're traveling with the whole crew or just want to stretch out. This 3-star condo also features therapeutic mineral springs and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is another guest fave. It has a 3-star rating and amenities such as a deck and a lanai.
How many condos are there in Osprey?
Work out your vacation dates and then pick from 3614 condos in Osprey. For an official business trip, a couples' getaway or anything in between, Expedia will help you find the perfect place in a few quick clicks.
Are there any 5-star condos in Osprey?
Although there are no 5-star condos in Osprey, there are 4-star accommodations that have what you're looking for. Located about 11 kilometers from the downtown area, Gulf Holiday By Beachside Management comes with concierge services and a swimming pool. Another upscale retreat is Excelsior Beach To Bay - Bayside. It's roughly 8 kilometers from the center of Osprey and has amenities like a swimming pool and a deck.
Why book your condo in Osprey with Expedia?
With Expedia, it's a cinch to find your ideal condo in Osprey. After someplace luxurious? Make the most of our filters to search for properties that have a 5-star rating. If you have a set budget, select how much you're willing to spend and then browse our amazing options. We'll help you find the perfect fit whatever your escape looks like.
How can I find cheap condos in Osprey?
With Expedia's user-friendly filter tool, comparing cheap condos in Osprey is a snap. To discover properties that'll make your wallet happy, refine your search by amenities, budget and star rating.